Description

(S)-2-Formyl-pyrrolidine-1-carboxylic acid benzyl ester (CAS No. 71461-30-8) is a high-purity chiral building block widely used in organic synthesis and pharmaceutical research. This compound, with the molecular formula C₁₃H₁₅NO₃, is a protected form of L-proline aldehyde, featuring a benzyloxycarbonyl (Cbz) protecting group and an aldehyde functionality at the 2-position of the pyrrolidine ring. Its stereochemical purity makes it invaluable for asymmetric synthesis, particularly in the preparation of peptidomimetics, proline derivatives, and other bioactive molecules. Supplied as a clear to pale-yellow liquid or low-melting solid, this reagent is rigorously tested for identity, purity, and stability to ensure consistent performance in demanding applications. Store under inert atmosphere at 2-8°C to maintain optimal stability.

Properties

• CAS Number: 71461-30-8
• Complexity: 274
• IUPAC Name: benzyl (2S)-2-formylpyrrolidine-1-carboxylate
• InChI: InChI=1S/C13H15NO3/c15-9-12-7-4-8-14(12)13(16)17-10-11-5-2-1-3-6-11/h1-3,5-6,9,12H,4,7-8,10H2/t12-/m0/s1
• InChI Key: ASNHSGGMNWXBEI-LBPRGKRZSA-N
• Exact Mass: 233.10519334
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.26
• SMILES: C1C[C@H](N(C1)C(=O)OCC2=CC=CC=C2)C=O
• Topological: 46.6
• Monoisotopic Mass: 233.10519334
• Synonyms: 71461-30-8, (S)-2-Formyl-pyrrolidine-1-carboxylic acid benzyl ester, DTXSID90471765, DTXCID00422581, N-Cbz-L-prolinal, benzyl (2s)-2-formylpyrrolidine-1-carboxylate, 1-Pyrrolidinecarboxylic acid, 2-formyl-, phenylmethyl ester, (2S)-, Benzyl (S)-2-formylpyrrolidine-1-carboxylate, (2S)-1-Cbz-2-formylpyrrolidine, MFCD17214732, CBZ-L-prolinal, N-benzyloxycarbonyl prolinal, SCHEMBL2198909, SCHEMBL7286320, ASNHSGGMNWXBEI-LBPRGKRZSA-N, AKOS017344706, CS-0319523, I11669, A1-35797, (S)-2-Formyl-pyrrolidine-1-carboxylicacidbenzylester

(S)-2-Formyl-pyrrolidine-1-carboxylic acid benzyl ester serves as a key intermediate in the synthesis of chiral pharmaceuticals and bioactive compounds. It is particularly valuable in peptidomimetic chemistry for introducing proline-based structural motifs. The aldehyde functionality enables reductive amination reactions for constructing complex amine derivatives. Researchers also utilize this compound in asymmetric catalysis and as a precursor for heterocyclic scaffolds in medicinal chemistry.

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